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What is the main use of 2-fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
2-Fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboronyl-2-yl) pyridine, this compound is widely used in the field of organic synthesis.
First, it is often used as a key intermediate in the reaction of building carbon-carbon bonds. Take Suzuki coupling reaction as an example, it can efficiently couple with halogenated aromatics or halogenated olefins under the action of palladium catalyst and base to generate biaryl or alkenyl aromatics with specific structures. This reaction is an important means to build complex molecular frameworks in drug synthesis, materials science and many other aspects. With this method, a variety of biologically active drug molecules can be prepared, or materials with special optoelectronic properties can be synthesized.
Second, this compound also plays a key role in the synthesis of heterocyclic compounds. The unique structure of pyridine ring and boroxyl heterocyclic ring makes it possible to participate in a series of cyclization reactions to synthesize heterocyclic derivatives with novel structures. These heterocyclic derivatives have potential application value in pesticides, dyes and other fields. For example, pesticide active ingredients with high control effect on certain pests can be prepared under specific reaction conditions.
Third, in the field of material chemistry, it can be used to synthesize organic semiconductor materials. Due to the presence of fluorine atoms and boroxide heterocycles in its structure, it can affect the electron cloud distribution and molecular interactions of materials, thereby regulating the electrical and optical properties of materials, providing new material options for the development of organic electronic devices.
What are the synthesis methods of 2-fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
There are several common methods for synthesizing 2-fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxoborocyclopentane-2-yl) pyridine.
First, the boration reaction is carried out with 2-fluoro-3-halogenated pyridine and 4,4,5,5-tetramethyl-1,3,2-dioxoborocyclopentane. This reaction requires the addition of palladium catalysts such as tetrakis (triphenylphosphine) palladium (0) and appropriate bases such as potassium carbonate in a suitable solvent. In the halogenated pyridine, the brominated or iodine is more active, and the reaction is easier to proceed. Stir the reaction at a certain temperature, monitor the reaction progress, and when the reaction reaches the expected level, the product can be purified by extraction, column chromatography and other means.
Second, prepare 2-fluoro-3-pyridyl boronic acid first, and then make it condensate with pinacol to form the target product. Preparation of 2-fluoro-3-pyridyl boronic acid can be obtained from 2-fluoro-3-halogenated pyridine through lithium halogen exchange reaction, and then react with borate ester. The obtained 2-fluoro-3-pyridyl boronic acid and pinacol are heated and refluxed under acid catalysis for condensation reaction. After the reaction is completed, the pure 2-fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboronheterocyclopentane-2-yl) pyridine can be obtained through post-treatment operations such as reduced pressure distillation and recrystallization.
Or, with suitable pyridine derivatives as starting materials, fluorine atoms and boronyl ester groups are introduced through multi-step reactions. This path may require fine control of reaction conditions and purification of intermediates. Although the steps are more complicated, it is also a feasible method. During the synthesis process, the optimization of reaction conditions at each step, such as temperature, solvent, catalyst dosage, etc., all have important effects on the yield and purity of the product and need to be carefully considered.
What are the physical properties of 2-fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
2-Fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxoboran-2-yl) pyridine, which is an important intermediate in organic synthesis, is widely used in medicine, pesticides and materials science. Its physical properties are crucial, related to the synthesis process and product quality.
When it comes to appearance, under normal temperature and pressure, 2-fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxoboran-2-yl) pyridine is often white to light yellow solid, with pure and uniform color. This appearance characteristic is conducive to intuitive judgment of its purity and quality. The melting point of
is a key indicator for measuring the physical properties of the substance. After accurate determination, its melting point is in a specific temperature range. This temperature range is of great significance for the heating control of the synthesis process. It can ensure that the substance reacts at a suitable temperature and avoids the reaction deviation caused by improper temperature, which affects the yield and purity of the product.
Solubility is also a property that cannot be ignored. The substance exhibits good solubility in common organic solvents such as dichloromethane and tetrahydrofuran. This property allows it to be fully mixed and contacted with various reactants in organic synthesis reactions, accelerating the reaction process and improving the reaction efficiency. And in the process of product separation and purification, suitable solubility facilitates the selection of suitable solvents to achieve effective separation.
In terms of stability, 2-fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxyboroamyl-2-yl) pyridine is relatively stable under normal storage and use conditions. However, it is more sensitive to humidity and air. In case of moisture, the boron-oxygen bond may be hydrolyzed, which affects the structure and activity of the substance. Exposure to air may also cause oxidation and other reactions to cause it to deteriorate. Therefore, moisture-proof and sealing measures should be taken during storage to ensure its stability and maintain good chemical properties.
What are the chemical properties of 2-fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine
2-Fluoro-3- (4,4,4,5,5-pentamethyl-1,3,2-dioxoboramyl-2-yl) pyridine is an important compound in the field of organic synthesis. Its chemical properties are unique and have far-reaching effects on organic synthesis reactions.
This compound contains fluorine atoms and boron heterocycles. Fluorine atoms have strong electronegativity, which can significantly change the distribution of molecular electron clouds, thereby enhancing the stability and reactivity of compounds. In nucleophilic substitution reactions, fluorine atoms can promote reactions more easily, because they can effectively reduce the electron cloud density of pyridine rings and make nucleophiles more vulnerable to attack.
The structure of boron heterocycles is also of great significance. Boron atoms have empty orbitals and can be used as Lewis acids to coordinate with molecules or ions containing lone pairs of electrons. In many boron hydrogenation reactions or metal-catalyzed reactions, this boron heterocyclic structure can provide a key activity check point for the reaction, helping to construct carbon-carbon bonds or carbon-heteroatomic bonds.
In addition, the presence of the pyridine ring of the compound gives it certain alkalinity and aromaticity. The alkalinity enables it to react with acids to form corresponding salts; the aromaticity makes the molecular structure more stable, and the pyridine ring can participate in a variety of electrophilic substitution reactions, further expanding its application in organic synthesis.
In conclusion, 2-fluoro-3- (4,4,4,5,5-pentamethyl-1,3,2-dioxoboramyl-2-yl) pyridine has shown broad application prospects in many fields such as drug synthesis and materials science due to its unique chemical properties, providing many possibilities for the development of organic synthetic chemistry.
What is the price range of 2-fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine in the market?
The market price of 2-fluoro-3- (4,4,5,5-tetramethyl-1,3,2-dioxoboran-amyl-2-yl) pyridine varies for a variety of reasons. Guanfu has traded in the past, and its price state varies greatly.
First, the purity of this compound has the greatest impact on its price. If the purity is very high, it is almost pure, and can be used in high-end fields such as fine chemicals and pharmaceutical research and development, the price will be high. And if the purity is slightly lower, it will be used in scenarios with slightly lower requirements, and the price will also drop accordingly.
Furthermore, the market supply and demand situation affects its price. If a pharmaceutical company develops a new drug at a certain time, the demand for this substance increases sharply, but the supply does not increase rapidly, the price will rise; on the contrary, if the supply exceeds the demand, the price will fall.
In addition, the cost of production is also related to the price. The price of raw materials, the simplicity of the synthesis process, and the amount of energy consumption are all cost factors. If raw materials are scarce and expensive, or the synthesis process is complicated, special equipment and technology are required, and the cost rises, the price is not cheap.
Looking at past transactions, the price per gram may fluctuate between tens of yuan and hundreds of yuan. However, this is only a rough number. Today, the market conditions change, and the price may be different. To know the exact price, consult chemical raw material suppliers, reagent sellers, and other industry experts to obtain the exact number.